Methyl-2-(4-iodophenyl)-2-methyl-propionate → 2-{4-[(8-Cyclopropyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1'-cyclopropane]-6-yl)ethynyl]-phenyl}-2-methyl-propionic acid methyl ester

Participants

Role	Name	HCID	Charge
Reactant	Methyl-2-(4-iodophenyl)-2-methyl-propionate	HCID 21107277	—
Reactant	8-Cyclopropyl-6-ethynyl-3 4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1'-cvclopropane]	HCID 22568951	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Catalyst	HCID 178418476	HCID 178418476	—
Solvent	Triethylamine	HCID 8471	—
Product	2-{4-[(8-Cyclopropyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1'-cyclopropane]-6-yl)ethynyl]-phenyl}-2-methyl-propionic acid methyl ester	HCID 69077341	—

Reaction Steps

Following General Procedure B and using 8-cyclopropyl-6-ethynyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1′-cyclopropane] (0.096 g, 0.38 mmol), methyl-2-(4-iodo phenyl)-2-methyl-propionate (Reagent 2, 0.127 g, 0.41 mmol), triethyl amine (3 mL), copper(I)iodide (0.040 g, 0.21 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.080 g, 0.11 mmol) followed by flash column chromatography over silica gel (230-400 mesh), the title compound was obtained as an oil (0.046 g, 47%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07468391B2
Source dataset	uspto-grants-2008_12
ORD ID	ord-b75eaaac709f478c9c4580d8c9cd0ed0
Source note	uspto-grants-2008_12